Vacation rentals in Brandon

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Top-rated vacation rentals in Brandon

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Alexandria

5 out of 5 average rating, 17 reviews

Lake+Dock+Kayak+Fish+Foosball+PingPong+Fire+Porch

-Main Cabin+Guest House -Family-Friendly/Crib & Pack & Play -Ping Pong, Foosball, Poker Table -8 min. to Carlos Creek Winery/Weddings -Beach, towels & toys, Yard games -Dock & PaddleKing included -Kayaks, Paddleboards & life vests included -Level 2 EV charger included & Garage stall -8 min. to Lake Miltona Golf Club -14 min. to Alexandria Golf Club -20 min. to Alexandria shops -20 min. or less to many other Wineries & Breweries -2 min. to boat launch -Main cabin only (smaller group)—reach out!

Guest favorite

Home in Evansville

5 out of 5 average rating, 6 reviews

Three Willows and a Pine "The Lodge"

The Lodge is more that a place to stay. It offers the quiet seclusion you need to escape and unwind. It also connects you to nature and is the perfect place for a peaceful retreat or a family gathering. 20 'x 20' Multi-purpose Event Room available upon request ($125 per stay) Garage Area: This FLEX space is 40'x 40' and can be used for creative work or overflow accommodations. Tall ceiling allows for games or other activates to be indoors if the weather doesn't cooperate. ($175 per stay)

Top guest favorite

A spacious living room features a light-colored sectional sofa complemented by a round coffee table on a striped area rug. Natural light illuminates the space through two large windows, and a woven basket adds a touch of warmth to the room.

Home in Alexandria

4.97 out of 5 average rating, 33 reviews

Cedar Street Cottage

Experience the Perfect Blend of vintage Charm and Comfort! Relax in this freshly updated 1920s home, with 3 levels offering vintage cottage style blended with modern amenities. Enjoy a cozy porch, full kitchen, dining room, record player and games. Located in a safe, family-friendly neighborhood, this clean and inviting retreat is steps from downtown’s boutiques, cafes, antique shops, parks, restaurants, and a brewery. Perfect for families, couples, girls’ weekends and solo travelers!

Top guest favorite

An exterior view of the lakeside house reveals multiple levels, large windows, and two decks. A white swing hangs from the lower deck amidst a well-maintained lawn. The surrounding greenery contributes to a relaxing atmosphere, inviting guests to enjoy the outdoors.

Home in Miltona

4.93 out of 5 average rating, 30 reviews

Lakefront Luxury |7 King Beds| Private Doc|Theater

This spacious lakeside cabin with 7 king beds is perfect for hosting large family gatherings. Enjoy breathtaking views of the lake, take a leisurely paddle in the 4 canoes, paddle board or paddle boat or gather around the fire pit for cozy evenings under the stars. With a private dock for your boat, your adventures are just steps away. Inside, the 2 game room ensure endless entertainment rain or shine. Whether you're seeking relaxation or excitement, this lakefront oasis has it all!

Guest favorite

The property is surrounded by lush greenery, featuring a spacious front lawn and a sandy beach area. A large, light-colored house with multiple windows invites natural light. A dock extends into the water, while seating options are visible near a fire pit surrounded by decorative stones.

Home in Miltona

4.93 out of 5 average rating, 15 reviews

Lake Miltona Family Vacation

Bring the whole family to this great place with lots of room for fun at the Lake! We have 3 bedrooms each with an ensuite bathroom as well as a bunk room with room for all the kids! In total, there are 11 beds including a king in the primary bedroom. The two other bedrooms have a queen size bed as well as a twin over full bunk bed and the bunk room has two twin over full bunks as well all in climate conditioned space to comfortably enjoy yourself while at beautiful Lake Miltona!

Guest favorite

A spacious log cabin is visible on the shores of Lake Miltona, framed by lush greenery. A sandy area leads to the water, and a wooden dock extends into the lake, providing easy access to its clear waters. The cabin features large windows that enhance its natural aesthetic.

Home in Miltona

5 out of 5 average rating, 13 reviews

Spacious & Fun Lakefront Gem: Games - Views - Deck

Experience the picturesque Lake Miltona from this magical 3BR 3BA log cabin and immerse yourself in the breathtaking lakefront ambiance. This charming home is nestled just a short drive away from Alexandria! offering a relaxing retreat close to local attractions, natural landmarks, and many activities. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas (Fireplace, Pool Table) ✔ Full Kitchen ✔ Deck (BBQ, Dining, Fire Pit) ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Laundry ✔ Parking See more below!

Guest favorite

An outdoor deck features a fire pit surrounded by rustic wooden seating. The tranquil lake can be seen in the background, bordered by green trees. Soft pink and purple hues fill the sky, creating a serene atmosphere during twilight.

Cabin in Barrett

4.88 out of 5 average rating, 16 reviews

Bliss on Barrett

Escape to our family friendly lake rental, perfect for your getaway. Enjoy direct access to swimming and fishing in the lake. Inside, find a fully equipped kitchen, window AC units, smart TVs, and high-speed internet. Relax with board games and DVDs. Outside, unwind on the expansive deck with stunning lake views, enjoy the fire pit, and use the outdoor shower. Designed for comfort and fun, our property offers a peaceful retreat to create lasting memories with loved ones.

Superhost

A clear view of the calm waters of Lake Oscar reflects the surrounding trees and colorful cabins. A small dock with boats is visible along the shoreline, offering easy access to the tranquil lake. The scene captures a peaceful atmosphere in a natural setting.

Cabin in Kensington

4.91 out of 5 average rating, 46 reviews

Family Lake Cabin • Last Summer Weeks Available!

Bring the family up north to enjoy Alexandria Lakes Area: 🔹 Fishing on quiet Lake Oscar 🔹 2 kayaks, 1 canoe (seasonal) 🔹 Nearby public boat launch Tons of entertainment: 🔹 Local flavor - winery, brewhouses, distillery, restaurants and shops 🔹 Nearby ski resort, sledding hill, snowmobiling 🔹 Fire pit with many chairs 🔹 Large deck overlooking lake 🔹 Indoor & outdoor games Updated cabin: 🔹 Beds for 12 people 🔹 Movie theater 🔹 Games 🔹 Stocked kitchen

Guest favorite

A living area is presented with comfortable beige sofas and a light gray blanket draped over one arm. Natural light fills the space from large windows, illuminating wooden accents and an adjacent dining area with a table and chairs. Art pieces of landscapes are displayed on the wall.

Home in Alexandria

4.97 out of 5 average rating, 105 reviews

5 Bedroom Vacation Home with Lake Access Lic #2260

While you can relax with the whole family & enjoy a peaceful place to stay, we still offer many things to do! The huge back yard gives you plenty of room for outdoor fun and games. Corn hole, disc golf, croquet, & badminton are available. Or if you want to hit the lake, grab one of the kayaks and enjoy paddling the peaceful Lake Charley. We are perfectly located on Lake Charley, and only minutes from biking/walking trails, Brophy Park, Carlos Creek Winery and much more!

Top guest favorite

The exterior of a two-story black cabin features a stone chimney and large windows, surrounded by lush trees displaying autumn foliage. The property is set on a landscaped yard with natural rock formations and grass, capturing a serene outdoor environment.

Cabin in Garfield

4.91 out of 5 average rating, 70 reviews

Lobster Lake Lodge - new lakeside deck!

Spacious, yet cozy, lofted 4-bedroom cabin located on beautiful Lobster Lake. Enjoy premiere fishing, boating, hiking, ice fishing, skiing, snowmobiling, and all that downtown Alexandria has to offer. 10-15 minutes to Wineries, Breweries, shopping, Andes Ski Hill, amusement park, etc. If you are more the type to hunker in, enjoy stunning sunset views from all 3 levels of the home, spacious yard or private sandy beach. Horizon Public Health License #2092

Guest favorite

The cabin is nestled on a lush hillside, with a staircase leading down to a wooden dock. The exterior features large glass doors, offering views of Lake Ida, while an umbrella provides shade on the patio area. Surrounding greenery enhances the peaceful setting.

Cabin in Alexandria

4.95 out of 5 average rating, 193 reviews

Haven on Ida - Modern Lakeside Cabin w/Cozy Porch

A private lakefront cabin designed for slow mornings, long dock days, and evenings around the fire. Whether you're here with family, friends, or a quiet getaway, the lake is the main event. Experience pure relaxation at Haven on Ida. The cabin has 2 bedrooms and 1 bathroom. Enjoy mosquito-free nights on the screened-in porch, stunning lake views, kayaking, a large private dock & sandy beach area. Book now for an unforgettable escape! License #2000

Top guest favorite

A scenic view of a calm lake is framed by large trees, offering a natural setting. The shoreline is visible in the distance, with gentle waves reflecting the sunlight. A wooden railing is in the foreground, providing a sense of depth to the landscape.

Vacation home in Ashby

4.99 out of 5 average rating, 78 reviews

Private 5 bedroom lake house with amazing view

Relax with the whole family at this peaceful place to stay. Located on 5 acres with plenty of space for activities overlooking Lake Pomme De Terre. You'll enjoy a private setting with peace and quiet. Conveniently located approximately 1 mile from public beach, boat access and Tipsinah Mounds golf course you'll be sure to have a great time. Pomme De Terre is a great 1800+ acre recreational lake for fishing, swimming and boating.